CA1323137C - Compose pour revetement a base de resine - Google Patents

Compose pour revetement a base de resine

Info

Publication number: CA1323137C
Authority: CA; Canada
Prior art keywords: composition according; group; epoxy resin; meth; amino
Prior art date: 1987-07-25
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA000572843A

Other languages

English (en)

Inventor

Michiharu Kitabatake

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Kansai Paint Co Ltd

Original Assignee

Kansai Paint Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1987-07-25

Filing date

1988-07-22

Publication date

1993-10-12

1988-07-22 Application filed by Kansai Paint Co Ltd filed Critical Kansai Paint Co Ltd

1993-10-12 Application granted granted Critical

1993-10-12 Publication of CA1323137C publication Critical patent/CA1323137C/fr

2010-10-12 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000576 coating method Methods 0.000 title claims abstract description 43
239000011248 coating agent Substances 0.000 title claims abstract description 40
239000011342 resin composition Substances 0.000 title claims abstract description 14
229920000647 polyepoxide Polymers 0.000 claims abstract description 40
239000003822 epoxy resin Substances 0.000 claims abstract description 31
229920005989 resin Polymers 0.000 claims abstract description 27
239000011347 resin Substances 0.000 claims abstract description 27
125000000524 functional group Chemical group 0.000 claims abstract description 12
238000004070 electrodeposition Methods 0.000 claims abstract description 11
239000011230 binding agent Substances 0.000 claims abstract description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 3
125000002947 alkylene group Chemical group 0.000 claims abstract description 3
125000001033 ether group Chemical group 0.000 claims abstract description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
125000006527 (C1-C5) alkyl group Chemical group 0.000 claims abstract 2
239000000203 mixture Substances 0.000 claims description 23
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 15
239000007795 chemical reaction product Substances 0.000 claims description 13
239000004593 Epoxy Substances 0.000 claims description 11
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 10
-1 epoxide compound Chemical class 0.000 claims description 10
238000006845 Michael addition reaction Methods 0.000 claims description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
125000004985 dialkyl amino alkyl group Chemical group 0.000 claims description 6
150000008442 polyphenolic compounds Chemical class 0.000 claims description 6
235000013824 polyphenols Nutrition 0.000 claims description 6
239000007787 solid Substances 0.000 claims description 6
239000000047 product Substances 0.000 claims description 5
239000006185 dispersion Substances 0.000 claims description 4
WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
DFENKTCEEGOWLB-UHFFFAOYSA-N n,n-bis(methylamino)-2-methylidenepentanamide Chemical group CCCC(=C)C(=O)N(NC)NC DFENKTCEEGOWLB-UHFFFAOYSA-N 0.000 claims description 3
229910052757 nitrogen Inorganic materials 0.000 claims description 3
229920003986 novolac Polymers 0.000 claims description 3
239000001294 propane Substances 0.000 claims description 3
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims description 2
JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 claims description 2
BKMMTJMQCTUHRP-UHFFFAOYSA-N 2-aminopropan-1-ol Chemical compound CC(N)CO BKMMTJMQCTUHRP-UHFFFAOYSA-N 0.000 claims description 2
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 claims description 2
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 2
PUCFHKBOPVGLPI-UHFFFAOYSA-N 4-amino-4-methylpentan-1-ol Chemical compound CC(C)(N)CCCO PUCFHKBOPVGLPI-UHFFFAOYSA-N 0.000 claims description 2
LQGKDMHENBFVRC-UHFFFAOYSA-N 5-aminopentan-1-ol Chemical compound NCCCCCO LQGKDMHENBFVRC-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
150000001412 amines Chemical class 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
229930003836 cresol Natural products 0.000 claims description 2
229910052717 sulfur Chemical group 0.000 claims description 2
125000004434 sulfur atom Chemical group 0.000 claims description 2
PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims 2
229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 claims 1
125000000278 alkyl amino alkyl group Chemical group 0.000 claims 1
CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
125000004433 nitrogen atom Chemical group N* 0.000 claims 1
125000004430 oxygen atom Chemical group O* 0.000 claims 1
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
238000006243 chemical reaction Methods 0.000 description 23
239000003795 chemical substances by application Substances 0.000 description 14
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
229940117913 acrylamide Drugs 0.000 description 9
238000000034 method Methods 0.000 description 8
229920000768 polyamine Polymers 0.000 description 8
239000002253 acid Substances 0.000 description 7
238000001723 curing Methods 0.000 description 7
150000002500 ions Chemical class 0.000 description 7
150000001875 compounds Chemical class 0.000 description 6
125000003700 epoxy group Chemical group 0.000 description 5
238000006386 neutralization reaction Methods 0.000 description 5
229910000831 Steel Inorganic materials 0.000 description 4
125000002091 cationic group Chemical group 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
238000013035 low temperature curing Methods 0.000 description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000007921 spray Substances 0.000 description 4
239000010959 steel Substances 0.000 description 4
MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
201000006747 infectious mononucleosis Diseases 0.000 description 3
239000003607 modifier Substances 0.000 description 3
239000002245 particle Substances 0.000 description 3
229920001451 polypropylene glycol Polymers 0.000 description 3
239000002904 solvent Substances 0.000 description 3
125000001302 tertiary amino group Chemical group 0.000 description 3
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
239000004952 Polyamide Substances 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
238000007259 addition reaction Methods 0.000 description 2
238000007664 blowing Methods 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
229940035423 ethyl ether Drugs 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
229940043265 methyl isobutyl ketone Drugs 0.000 description 2
239000000049 pigment Substances 0.000 description 2
239000005056 polyisocyanate Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical compound CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 description 1
AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
GBHCABUWWQUMAJ-UHFFFAOYSA-N 2-hydrazinoethanol Chemical compound NNCCO GBHCABUWWQUMAJ-UHFFFAOYSA-N 0.000 description 1
NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
WXQZLPFNTPKVJM-UHFFFAOYSA-N 4-[(4-hydroxycyclohexyl)methyl]cyclohexan-1-ol Chemical compound C1CC(O)CCC1CC1CCC(O)CC1 WXQZLPFNTPKVJM-UHFFFAOYSA-N 0.000 description 1
ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 1
YSMODUONRAFBET-UHFFFAOYSA-N 5-hydroxylysine Chemical group NCC(O)CCC(N)C(O)=O YSMODUONRAFBET-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
229910000975 Carbon steel Inorganic materials 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
241001024304 Mino Species 0.000 description 1
101100305983 Mus musculus Rom1 gene Proteins 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
239000010962 carbon steel Substances 0.000 description 1
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000002801 charged material Substances 0.000 description 1
239000004927 clay Substances 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
150000001923 cyclic compounds Chemical class 0.000 description 1
IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
230000007547 defect Effects 0.000 description 1
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
239000000539 dimer Substances 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
230000005611 electricity Effects 0.000 description 1
150000002118 epoxides Chemical class 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
238000001879 gelation Methods 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000002440 hydroxy compounds Chemical class 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
239000011810 insulating material Substances 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
230000005389 magnetism Effects 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
TWXDDNPPQUTEOV-FVGYRXGTSA-N methamphetamine hydrochloride Chemical compound Cl.CN[C@@H](C)CC1=CC=CC=C1 TWXDDNPPQUTEOV-FVGYRXGTSA-N 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
229950004864 olamine Drugs 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001228 polyisocyanate Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
241000894007 species Species 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000010998 test method Methods 0.000 description 1
UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
229910000165 zinc phosphate Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
- C09D5/443—Polyepoxides
- C09D5/4434—Polyepoxides characterised by the nature of the epoxy binder
- C09D5/4442—Binder characterised by functional groups
- C09D5/4446—Aliphatic groups, e.g. ester
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/54—Amino amides>
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/62—Alcohols or phenols
- C08G59/64—Amino alcohols
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Materials Engineering (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Molecular Biology (AREA)
Paints Or Removers (AREA)
Epoxy Resins (AREA)

CA000572843A 1987-07-25 1988-07-22 Compose pour revetement a base de resine Expired - Fee Related CA1323137C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP62185666A JPS6429466A (en)	1987-07-25	1987-07-25	Coating resin composition
JP185,666/87		1987-07-25

Publications (1)

Publication Number	Publication Date
CA1323137C true CA1323137C (fr)	1993-10-12

Family

ID=16174744

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000572843A Expired - Fee Related CA1323137C (fr)	1987-07-25	1988-07-22	Compose pour revetement a base de resine

Country Status (4)

Country	Link
US (1)	US4977203A (fr)
EP (1)	EP0301433A3 (fr)
JP (1)	JPS6429466A (fr)
CA (1)	CA1323137C (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5283124A (en) *	1990-03-02	1994-02-01	Kansai Paint Co., Ltd.	Coating resin composition
US5235007A (en) *	1991-10-03	1993-08-10	Texaco Chemical Company	Epoxy curing agents
JPH05156183A (ja) *	1991-12-05	1993-06-22	Kansai Paint Co Ltd	水性分散液
DE4201054A1 (de) *	1992-01-17	1993-07-22	Basf Lacke & Farben	Aminomethylen-gruppen tragendes epoxidharz
EP3830169B1 (fr) *	2018-07-27	2025-04-16	Henkel AG & Co. KGaA	Composition à base d'époxy en deux parties

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3305493A (en) *	1961-12-20	1967-02-21	Rohm & Haas	Condensation products and methods of making them
CH499496A (de) *	1968-06-05	1970-11-30	Inventa Ag	Verfahren zur Herstellung von Kondensationsprodukten
CH506484A (de) *	1969-03-20	1971-04-30	Inventa Ag	Verfahren zur Herstellung von Additionsprodukten
US3878247A (en) *	1974-01-25	1975-04-15	Jefferson Chem Co Inc	Preparation of n-(tertiaryaminoalkyl) acrylamides
US4316784A (en) *	1978-08-28	1982-02-23	Ppg Industries, Inc.	Process for electrodeposition of Michael adducts of polymeric materials
US4383103A (en) *	1982-02-08	1983-05-10	Milliken Research Corporation	Aminoalkoxyamides and epoxy resin compositions containing same
DE3382736T2 (de) *	1982-09-21	1994-05-26	Ajinomoto Kk	Latente Härter für Epoxyharze.
JPS6072924A (ja) *	1983-09-30	1985-04-25	Nippon Oil & Fats Co Ltd	塗料
US4721742A (en) *	1986-11-07	1988-01-26	The Dow Chemical Company	Amide modified epoxy resins from a dialkanolamine, a monoalkanolamine, an anhydride and (an) unsaturated monomer(s)

1987
- 1987-07-25 JP JP62185666A patent/JPS6429466A/ja active Pending
1988
- 1988-07-22 CA CA000572843A patent/CA1323137C/fr not_active Expired - Fee Related
- 1988-07-22 EP EP19880111855 patent/EP0301433A3/fr not_active Withdrawn
- 1988-07-22 US US07/222,828 patent/US4977203A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JPS6429466A (en)	1989-01-31
EP0301433A2 (fr)	1989-02-01
EP0301433A3 (fr)	1990-09-12
US4977203A (en)	1990-12-11

Legal Events

Date	Code	Title	Description
2000-10-12	MKLA	Lapsed

Publication	Publication Date	Title
US3793278A (en)	1974-02-19	Method of preparing sulfonium group containing compositions
KR960006084B1 (ko)	1996-05-08	전기전도기판의 코팅방법, 수성 페인트, 에폭시드-아민 첨가물 및 안료페이스트의 제조시 연마수지로서의 에폭시드-아민 첨가물의 용도
US4528363A (en)	1985-07-09	Heat-curable resin coating composition
CA1132282A (fr)	1982-09-21	Melanges resineux vulcanisables, par reaction d'addition de michael, utiles pour les revetements
US4484994A (en)	1984-11-27	Hydroxyalkyl carbamate-containing resins for cathodic electrodeposition and method of making the same
US4596744A (en)	1986-06-24	Oxime blocked isocyanate cross-linker for cathodic electrocoat
US4992525A (en)	1991-02-12	Diester of phosphoric acid and monoepoxide reacted with epoxide to form product reacted with monoisocyanate
US5039721A (en)	1991-08-13	Based on monofunctionally initiated, polyaminoamide modified epoxy resins
US4837291A (en)	1989-06-06	Self-crosslinking cationic paint binders from amine modified epoxy resins reacted with (1) partially blocked isocyanate and (2) formaldehyde
EP0545354A1 (fr)	1993-06-09	Dispersions de résine aqueuses
EP0545353A1 (fr)	1993-06-09	Dispersions de résine aqueuses
CA1323137C (fr)	1993-10-12	Compose pour revetement a base de resine
US4596844A (en)	1986-06-24	Self-hardenable resin composition
US4363710A (en)	1982-12-14	Polyadducts of ammonia and epoxide compounds, processes for their modification, and their use
JP3356302B2 (ja)	2002-12-16	水性塗料用樹脂組成物
US4710561A (en)	1987-12-01	[Poly]imidazoline adduct for electrocoating
JP2862976B2 (ja)	1999-03-03	陰極に電着可能な塗料用バインダーの製造方法及びその使用法
EP0107098A1 (fr)	1984-05-02	Base de broyage de pigments
US4730011A (en)	1988-03-08	Synthetic resin containing quaternary ammonium groups, its preparation, and pigment paste produced using this resin
US4530945A (en)	1985-07-23	Pigment grinding vehicle
US4540725A (en)	1985-09-10	Pigment grinding vehicle
EP0107089A1 (fr)	1984-05-02	Base de broyage de pigments
KR0173117B1 (ko)	1999-03-30	산으로 양성자 첨가 반응시에 수희석성이 되는 중합 반응 생성물
JPH0751693B2 (ja)	1995-06-05	被覆用樹脂組成物
EP0220442B1 (fr)	1992-01-29	Composition résineuse de revêtement